4-[4-(4-methylpenoxy)but-2-ynylthio]-6-methyl-2-pyrone | 518068-55-8

• 英文名称: 4-[4-(4-methylpenoxy)but-2-ynylthio]-6-methyl-2-pyrone
• 英文别名: 6-Methyl-4-[4-(4-methylphenoxy)but-2-ynylsulfanyl]pyran-2-one
• CAS: 518068-55-8
• 化学式: C₁₇H₁₆O₃S
• 分子量: 300.378
• InChiKey: UGJDZYVWNNKQEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[4-(4-methylpenoxy)but-2-ynylthio]-6-methyl-2-pyrone 在 间氯过氧苯甲酸 作用下， 以 氯仿 、 四氯化碳 为溶剂， 反应 2.5h， 以66%的产率得到6-Methyl-3-[2-(4-methylphenoxy)acetyl]-2,3-dihydrothieno[3,2-c]pyran-4-one
  参考文献：
  名称：

  Studies on triacetic acid lactone-annulated heterocycles: synthesis of 3-aryloxyacetyl-6-methyl-2,3-dihydrothieno[3,2- c ]pyran-4-ones by tandem cyclization

  摘要：

  The hitherto unreported 3-aryloxyacetyl-6-methyl-2,3-dihydrothieno[3,2-c]pyran-4-ones were synthesized in 62-71% yield by the sulfoxide rearrangement of 4-(4'-aryloxybut-2'-ynylthio)-6-methyl-2-pyrone. The substrates were synthesized by phase-transfer-catalysed alkylation of the hitherto unreported 4-mercapto-6-methylpyran-2-one. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01418-7
• 作为产物：
  描述：

  6-methyl-4-tosyloxy-2(2H)-pyranone 在 sodium hydroxide 、 sodium hydrogensulfide 、 苄基三乙基氯化铵 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 反应 6.5h， 生成 4-[4-(4-methylpenoxy)but-2-ynylthio]-6-methyl-2-pyrone
  参考文献：
  名称：

  Studies on triacetic acid lactone-annulated heterocycles: synthesis of 3-aryloxyacetyl-6-methyl-2,3-dihydrothieno[3,2- c ]pyran-4-ones by tandem cyclization

  摘要：

  The hitherto unreported 3-aryloxyacetyl-6-methyl-2,3-dihydrothieno[3,2-c]pyran-4-ones were synthesized in 62-71% yield by the sulfoxide rearrangement of 4-(4'-aryloxybut-2'-ynylthio)-6-methyl-2-pyrone. The substrates were synthesized by phase-transfer-catalysed alkylation of the hitherto unreported 4-mercapto-6-methylpyran-2-one. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01418-7